Tiptree (TIPT) director receives 1,907-share stock retainer grant, holds 105,495

Q: What insider transaction did TIPTREE INC. (TIPT) director Bradley E. Smith report?

Bradley E. Smith reported receiving a grant of 1,907 shares of TIPTREE INC. common stock. The award represents the stock component of his annual director retainer fee, paid quarterly in arrears, and increased his directly held shares to 105,495 .

Q: Was the TIPTREE INC. (TIPT) Form 4 transaction a market purchase or sale?

The Form 4 shows a grant/award acquisition , not a market trade. Smith received 1,907 shares of common stock at a stated price of $0.00 per share as part of his director compensation, rather than buying or selling shares in the open market.

Q: How many TIPTREE INC. (TIPT) shares does Bradley E. Smith hold after the reported grant?

Following the stock award, Smith directly holds 105,495 shares of TIPTREE INC. common stock. The Form 4 also reports an additional 63,738 shares held indirectly through Kahala Capital Advisors LLC, subject to his stated pecuniary interest disclaimer.

Q: What is the role of Kahala Capital Advisors LLC in Bradley E. Smith’s TIPTREE INC. holdings?

The filing shows 63,738 shares of TIPTREE INC. common stock held indirectly through Kahala Capital Advisors LLC . Smith is a principal of this entity and disclaims beneficial ownership of those securities except to the extent of his pecuniary interest in them.

Q: How is the director’s annual retainer fee paid at TIPTREE INC. (TIPT)?

The Form 4 explains that the reported 1,907-share award represents the stock component of the director’s annual retainer fee. This stock portion is paid quarterly in arrears , meaning shares are granted after each quarter’s service period.

Q: Does Bradley E. Smith claim full beneficial ownership of all reported TIPTREE INC. shares?

No. While Smith directly owns 105,495 shares , he disclaims beneficial ownership of the 63,738 shares held through Kahala Capital Advisors LLC, except for his pecuniary interest , as stated explicitly in the Form 4 footnote.

Filing Impact

(Neutral)

Filing Sentiment

(Neutral)

Form Type

Rhea-AI Filing Summary

Smith Bradley E. reported acquisition or exercise transactions in this Form 4 filing.

TIPTREE INC. director Bradley E. Smith reported receiving a grant of 1,907 shares of common stock on April 2, 2026. This stock award represents the share component of his annual director retainer fee, which is paid quarterly in arrears and carries a stated price of $0.00 per share as compensation rather than a market purchase.

After the grant, Smith directly holds 105,495 shares of common stock. The filing also shows an indirect holding of 63,738 shares through Kahala Capital Advisors LLC, where Smith is a principal. He disclaims beneficial ownership of those indirectly held shares except to the extent of his pecuniary interest.

Insider Trade Summary

2 transactions reported

Mixed 2 txns

Insider Smith Bradley E.

Role Director

Type	Security	Shares	Price	Value
Grant/Award	Common Stock	1,907	$0.00	--
holding	Common Stock	--	--	--

Holdings After Transaction: Common Stock — 105,495 shares (Direct); Common Stock — 63,738 shares (Indirect, By: Kahala Capital Advisors LLC)

Footnotes (1)

Represents the stock component of the director's annual retainer fee, which is paid quarterly in arrears. The reporting person is a principal of Kahala Capital Advisors LLC. The number of shares reflects a total which is greater than the reporting person's pecuniary interest. The reporting person disclaims beneficial ownership of the reported securities except to the extent of his pecuniary interest.

Key Figures

Stock grant: 1,907 shares Grant price: $0.00 per share Direct holdings after grant: 105,495 shares +1 more

4 metrics

Stock grant 1,907 shares Common Stock award on April 2, 2026

Grant price $0.00 per share Director retainer stock component

Direct holdings after grant 105,495 shares Common Stock directly owned by Bradley E. Smith

Indirect holdings 63,738 shares Common Stock held through Kahala Capital Advisors LLC

Key Terms

annual retainer fee, pecuniary interest, beneficial ownership, indirect

4 terms

annual retainer fee financial

"Represents the stock component of the director's annual retainer fee, which is paid quarterly in arrears."

pecuniary interest financial

"The number of shares reflects a total which is greater than the reporting person's pecuniary interest."

beneficial ownership financial

"The reporting person disclaims beneficial ownership of the reported securities except to the extent of his pecuniary interest."

Beneficial ownership means the person or entity that actually enjoys the benefits of owning shares or other assets — such as receiving dividends, voting rights, or price gains — even if the legal title is held in another name. For investors it matters because knowing who truly controls and profits from a company reveals who can influence decisions, exposes potential conflicts of interest or hidden concentration of power, and affects transparency and risk in the stock.

indirect financial

"The reporting person is a principal of Kahala Capital Advisors LLC."

Form 4 Insider Transactions: What Each Field Means →

04/06/2026 - 04:03 PM

SEC Form 4

FORM 4

UNITED STATES SECURITIES AND EXCHANGE COMMISSION
Washington, D.C. 20549

STATEMENT OF CHANGES IN BENEFICIAL OWNERSHIP

Filed pursuant to Section 16(a) of the Securities Exchange Act of 1934
or Section 30(h) of the Investment Company Act of 1940

OMB APPROVAL

OMB Number:			3235-0287
Estimated average burden
hours per response:			0.5

Check this box if no longer subject to Section 16. Form 4 or Form 5 obligations may continue. See Instruction 1(b).

Check this box to indicate that a transaction was made pursuant to a contract, instruction or written plan for the purchase or sale of equity securities of the issuer that is intended to satisfy the affirmative defense conditions of Rule 10b5-1(c). See Instruction 10.

1. Name and Address of Reporting Person^*

Smith Bradley E.

(Last)

(First)

(Middle)

C/O TIPTREE INC.

660 STEAMBOAT ROAD

(Street)

GREENWICH

CONNECTICUT

06830

(City)

(State)

(Zip)

UNITED STATES

(Country)

2. Issuer Name and Ticker or Trading Symbol
TIPTREE INC. [ TIPT ]

5. Relationship of Reporting Person(s) to Issuer
(Check all applicable)

X	Director	10% Owner
	Officer (give title below)	Other (specify below)

2a. Foreign Trading Symbol

3. Date of Earliest Transaction (Month/Day/Year)
04/02/2026

6. Individual or Joint/Group Filing (Check Applicable Line)

X	Form filed by One Reporting Person
	Form filed by More than One Reporting Person

4. If Amendment, Date of Original Filed (Month/Day/Year)

Table I - Non-Derivative Securities Acquired, Disposed of, or Beneficially Owned
1. Title of Security (Instr. 3)	2. Transaction Date (Month/Day/Year)	2A. Deemed Execution Date, if any (Month/Day/Year)	3. Transaction Code (Instr. 8)		4. Securities Acquired (A) or Disposed Of (D) (Instr. 3, 4 and 5)			5. Amount of Securities Beneficially Owned Following Reported Transaction(s) (Instr. 3 and 4)	6. Ownership Form: Direct (D) or Indirect (I) (Instr. 4)	7. Nature of Indirect Beneficial Ownership (Instr. 4)
1. Title of Security (Instr. 3)	2. Transaction Date (Month/Day/Year)	2A. Deemed Execution Date, if any (Month/Day/Year)	Code	V	Amount	(A) or (D)	Price		6. Ownership Form: Direct (D) or Indirect (I) (Instr. 4)	7. Nature of Indirect Beneficial Ownership (Instr. 4)
Common Stock	04/02/2026		A		1,907⁽¹⁾	A	$0	105,495	D
Common Stock								63,738	I⁽²⁾	By: Kahala Capital Advisors LLC

Table II - Derivative Securities Acquired, Disposed of, or Beneficially Owned (e.g., puts, calls, warrants, options, convertible securities)
1. Title of Derivative Security (Instr. 3)	2. Conversion or Exercise Price of Derivative Security	3. Transaction Date (Month/Day/Year)	3A. Deemed Execution Date, if any (Month/Day/Year)	4. Transaction Code (Instr. 8)		5. Number of Derivative Securities Acquired (A) or Disposed of (D) (Instr. 3, 4 and 5)		6. Date Exercisable and Expiration Date (Month/Day/Year)		7. Title and Amount of Securities Underlying Derivative Security (Instr. 3 and 4)		8. Price of Derivative Security (Instr. 5)	9. Number of derivative Securities Beneficially Owned Following Reported Transaction(s) (Instr. 4)	10. Ownership Form: Direct (D) or Indirect (I) (Instr. 4)	11. Nature of Indirect Beneficial Ownership (Instr. 4)
1. Title of Derivative Security (Instr. 3)	2. Conversion or Exercise Price of Derivative Security	3. Transaction Date (Month/Day/Year)	3A. Deemed Execution Date, if any (Month/Day/Year)	Code	V	(A)	(D)	Date Exercisable	Expiration Date	Title	Amount or Number of Shares	8. Price of Derivative Security (Instr. 5)		10. Ownership Form: Direct (D) or Indirect (I) (Instr. 4)	11. Nature of Indirect Beneficial Ownership (Instr. 4)

Explanation of Responses:

1. Represents the stock component of the director's annual retainer fee, which is paid quarterly in arrears.

2. The reporting person is a principal of Kahala Capital Advisors LLC. The number of shares reflects a total which is greater than the reporting person's pecuniary interest. The reporting person disclaims beneficial ownership of the reported securities except to the extent of his pecuniary interest.

Remarks:

Exhibit List: Exhibit 24-Power of Attorney

	/s/ Siew Kwok as Attorney-in-Fact for Bradley E. Smith	04/06/2026
	** Signature of Reporting Person	Date
Reminder: Report on a separate line for each class of securities beneficially owned directly or indirectly.
* If the form is filed by more than one reporting person, see Instruction 4 (b)(v).
** Intentional misstatements or omissions of facts constitute Federal Criminal Violations See 18 U.S.C. 1001 and 15 U.S.C. 78ff(a).
Note: File three copies of this Form, one of which must be manually signed. If space is insufficient, see Instruction 6 for procedure.
Persons who respond to the collection of information contained in this form are not required to respond unless the form displays a currently valid OMB Number.
* Form 4: SEC 1474 (03-26)

Source: View Original Filing on SEC EDGAR

FAQ

What insider transaction did TIPTREE INC. (TIPT) director Bradley E. Smith report?

Bradley E. Smith reported receiving a grant of 1,907 shares of TIPTREE INC. common stock. The award represents the stock component of his annual director retainer fee, paid quarterly in arrears, and increased his directly held shares to 105,495.

Was the TIPTREE INC. (TIPT) Form 4 transaction a market purchase or sale?

The Form 4 shows a grant/award acquisition, not a market trade. Smith received 1,907 shares of common stock at a stated price of $0.00 per share as part of his director compensation, rather than buying or selling shares in the open market.

How many TIPTREE INC. (TIPT) shares does Bradley E. Smith hold after the reported grant?

Following the stock award, Smith directly holds 105,495 shares of TIPTREE INC. common stock. The Form 4 also reports an additional 63,738 shares held indirectly through Kahala Capital Advisors LLC, subject to his stated pecuniary interest disclaimer.

What is the role of Kahala Capital Advisors LLC in Bradley E. Smith’s TIPTREE INC. holdings?

The filing shows 63,738 shares of TIPTREE INC. common stock held indirectly through Kahala Capital Advisors LLC. Smith is a principal of this entity and disclaims beneficial ownership of those securities except to the extent of his pecuniary interest in them.

How is the director’s annual retainer fee paid at TIPTREE INC. (TIPT)?

The Form 4 explains that the reported 1,907-share award represents the stock component of the director’s annual retainer fee. This stock portion is paid quarterly in arrears, meaning shares are granted after each quarter’s service period.

Does Bradley E. Smith claim full beneficial ownership of all reported TIPTREE INC. shares?

No. While Smith directly owns 105,495 shares, he disclaims beneficial ownership of the 63,738 shares held through Kahala Capital Advisors LLC, except for his pecuniary interest, as stated explicitly in the Form 4 footnote.